HCID 12877073, compound → HCID 12877077, compound

HRID 1164231Notes

Reaction equation

HRID 1164231 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[C:4]([CH3:17])=[N:3]1.[H][H]>[Ni].CO>[NH2:14][C:11]1[CH:10]=[CH:9][C:8]([N:5]2[C:4]([CH3:17])=[N:3][N:2]([CH3:1])[C:6]2=[O:7])=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 12877073HCID 12877073, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12877077HCID 12877077, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 9 parts of 2,4-dihydro-2,5-dimethyl-4-(4-nitrophenyl)-3H-1,2,4-triazol-3-one and 200 parts of methanol is hydrogenated at normal pressure and at room temperature with 3 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding 7.5 parts (95%) of 4-(4-aminophenyl)-2,4-dihydro-2,5-dimethyl-3H-1,2,4-triazol-3-one; mp. 160° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is triturated in 2,2'-oxybispropane
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-b568c03638df468b858f2ae9beacd55a
Source dataset
uspto-grants-1983_01
Patent number
US04368200

Reaction notes

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